Abstract: Benzotriazole UV absorbers substituted with a ultra long ester or amide moiety wherein the ester or amide group is a hydrocarbyl group of 25 to 100 carbon atoms or is a group of alkyl of 25 to 100 carbon atoms interrupted by 5 to 39 oxygen atoms and terminated with an omega-OH or an omega-OR group exhibit excellent stabilization efficacy while they concomitantly do not bloom when incorporated into polyolefin films. These benzotriazole UV absorbers also provide excellent protection to white, dyed, dipped, unscented and/or scented candle wax from discoloration and degradation.
Type:
Grant
Filed:
February 1, 2000
Date of Patent:
April 30, 2002
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Mervin Wood, Ramanathan Ravichandran, Douglas Wayne Horsey, Anunay Gupta, Deborah DeHessa, Luther A. R. Hall, Andrea Smith, Stephen Mark Andrews
Abstract: Triazine, benzotriazole and benzophenone derivatives which are substituted or bridged with polyoxyalkylene groups, according to claim 1, and their use as UV absorbers, especially in photographic materials, in inks, including inkjet inks and printing inks, in transfer prints, in paints and varnishes, organic polymeric materials, plastics, rubber, glass, packaging materials, in sunscreens of cosmetic preparations and in skin protection compositions.
Type:
Grant
Filed:
October 4, 2000
Date of Patent:
April 9, 2002
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Vien Van Toan, Andreas Valet, Pascal Hayoz
Abstract: This invention relates to a process for stabilizing and at the same time phase compatibilising plastics or plastic compositions by incorporating polymeric compounds obtainable by reacting a compound selected from the group consisting of the sterically hindered phenols, sterically hindered amines, lactones, sulfides, phosphites, benzotriazoles, benzophenones and 2-(2-hydroxyphenyl)-1,3,5-triazines, which compounds contain at least one reactive group, with a compatibilisator.
Type:
Grant
Filed:
April 21, 1999
Date of Patent:
March 26, 2002
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Rudolf Pfaendner, Heinz Herbst, Kurt Hoffmann, Samuel Evans, Alfred Steinmann
Abstract: The present invention relates to 1-alkoxy-polyalkyl-piperidine derivatives containing a structural element of formula (I)
wherein
G1, G2, G3, G4 are independently C1-C6alkyl with the proviso that at least one is not methyl or G1 and G2 or G3 and G4, or G1 and G2 and G3 and G4 together form a C5-C12cycloalky group;
G5, G6 independently are H, C1-C18alkyl, phenyl, naphthyl or a group COOC1-C18alkyl and X represents a group such that the free radical X. derived from X is capable of initiating polymerization of ethylenically unsaturated monomers, with the proviso that compounds A1 and A2 are excluded
Further subjects of the invention are a polymerizable composition comprising a) at least one ethylenically unsaturated monomer and b) a 1-alkoxy-polyalkyl-piperidine derivative, a process for polymerizing ethylenically unsaturated monomers, and the use of 1-alkoxy-polyalkyl-piperidine derivatives for controlled polymerization.
Abstract: A process for preparing 2H-benzotriazole UV absorbers containing a perfluoroalkyl moiety at the 5-position of the benzo ring, preferably a trifluoromethyl group, involves diazotizing the perfluoroalkyl substituted o-nitroaniline using concentrated sulfuric acid plus sodium nitrite or preferably nitrosylsulfuric acid to form the corresponding monoazobenzene intermediate via the diazonium salt intermediate which is reduced to the corresponding 5-perfluoroalkyl substituted 2H-benzotriazole UV absorber compound by conventional reduction means.
Type:
Grant
Filed:
August 3, 2000
Date of Patent:
March 5, 2002
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Mervin G. Wood, Deborah DeHessa, Andrew B. Naughton, Jerome Sanders, Jacqueline Lau, Rong Xiong, Joseph Babiarz
Abstract: Compounds of the formula
in which Z, Z′ and Z″ independently of one another are a group of the formula II
and R7 is a radical of the formula III, IV or V
in which n is 1 or 2; R4, R5 and R6 independently of one another are C1-C18alkyl; C5-C12cycloalkyl; C2-C18alkenyl; phenyl; C7-C11phenylalkyl; C7-C11alkylphenyl; C1-C18alkyl substituted by phenyl, OH, C1-C18alkoxy, C5-C12cycloalkoxy, C3-C18alkenyloxy, COOH, COOR11, O—COR12, CONH2, CONHR13, CONR13NR14, CN,NH2, NHR13, NR13R14, NHCOR12, C6-C15bicycloalkyl, C6-C16bicycloalkyl-alkoxy, C6-C16bicycloalkenyl-alkoxy or C6-C15tricycloalkoxy; C5-C12cycloalkyl substituted by OH, C1-C4alkyl, C2-C6alkenyl or O—COR12; or COR15; CO—X—R11; or SO2—R16; or C3-C50alkyl interrupted by O and/or substituted by OH, phenoxy or C7-C18alkylphenoxy; or R5 and R6 together form a ring structure; X and Y independently of one another are O, NH, NR13 or S; and the other symbols are as defined in c
Type:
Grant
Filed:
May 3, 1999
Date of Patent:
February 12, 2002
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Thomas Schäfer, Thomas Bolle, Pascal Hayoz
Abstract: The invention described novel compounds of formula
wherein the general symbols are as defined in claim 1, as stabilizers for protecting organic materials, in particular polymers and lubricants, against thermal, oxidative or light-induced degradation.
Type:
Grant
Filed:
April 20, 2000
Date of Patent:
February 12, 2002
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Peter Nesvadba, Samuel Evans, Christoph Kröhnke, Jürg Zingg
Abstract: Asymmetrical bisbenzotriazoles of the formula I
where G2′ is perfluoroalkyl of 1 to 12 carbon atoms, preferably CF3, and where G2 does not contain said group are red-shifted and due to the asymmetry are particularly soluble and useful in a host of applications including automotive coatings, thermoplastics and especially in adhesive compositions, themselves useful in solar panels and other laminate structures.
Abstract: A mixture for stabilizing polyolefins containing A) either (A1) at least one compound of the formula
in which R1 is for example C1-C10alkyl; R2 is
C3-C10alkylene; R3 is for example hydrogen or C1-C8alkyl; and n1 is a number from 2 to 50; or (A2) a product obtainable by reacting a product—obtained by reaction of a polyamine of the formula
in which n2′, n2″ and n2′″ are a number from 2 to 12 with cyanuric chloride—with a compound of the formula
wherein R4 is for example hydrogen or C1-C12alkyl; and R5 is as defined for R3 and B) magnesium oxide, magnesium hydroxide, C) zinc oxide, zinc hydroxide or an organic salt of zinc or magnesium, or a hydrotalcite; and at least one of C1) an UV absorber or C2) 2 pigment.
Abstract: Composition comprising (a) catalytic amounts of a one-component catalyst for metathesis polymerization and (b) at least one polymer with strained cycloalkenylene radicals bonded to the polymer backbone via a divalent bridge group, alone or as a mixture with strained cycloolefins. The composition can be polymerized thermally or photochemically by metathesis polymerization and is suitable for the production of shaped articles, coatings and relief images. The polymers (b) are likewise claimed.
Type:
Grant
Filed:
August 6, 1997
Date of Patent:
November 27, 2001
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Andreas Mühlebach, Andreas Hafner, Paul Adriaan Van Der Schaaf
Abstract: White, dyed, dipped, unscented and/or scented candle wax is effectively stabilized against discoloration and fading by the incorporation therein of a red-shifted benzotriazole either alone or in combination with a hindered amine and/or an antioxidant.
Type:
Grant
Filed:
February 1, 2000
Date of Patent:
October 2, 2001
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Kevin Trainor, Walid Al-Akhdar, James Lee Hyun, Ramanathan Ravichandran, Joseph Suhadolnik, Andrea Smith, Mervin Wood
Abstract: Substituted hydroxyhydrocinnamate esters of the formula (I)
where R is alkyl, n is 0 to 2, m is 1 to 4 and A is alkyl, interrupted or uninterrupted alkylene, alkanetriyl or pentaerythrityl, are prepared by continuous transesterification of the corresponding lower alkyl mono-ester with an alkanol or polyol of the formula A-(OH)m. This novel process comprises continuously introducing into and reacting the reactants in a heated distillation column reactor having a reaction zone which contains a solid, heterogeneous transesterification catalyst to form the compound of formula (I) and the corresponding lower alkanol; separating the products so formed based on their difference in volatility; and continuously removing said products from the distillation column at a steady rate, thereby preventing the reaction mixture from reaching chemical equilibrium.
Type:
Grant
Filed:
January 28, 1999
Date of Patent:
September 18, 2001
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Robert Anthony Schaerfl, Jr., Michael James Day, Sean Peter Piecuch, Ronald Robert Tellier
Abstract: Compounds of the formula I
in which R1 is C1-C4alkyl, R2 is hydrogen, C1-C4alkyl or C1-C4alkoxy and R3, R3, R4, R5, R6, and R7 independently of one another are hydrogen, halogen, C1-C20alkyl, cyclopentyl, cyclohexyl, C2-C12alkenyl, C2-C18 alkyl which is interrupted by one or more oxygen atoms, or are phenyl-substituted C1-C4alkyl, or are phenyl which is unsubstituted or is mono- or disubstituted by C1-C4alkyl and/or C1-C4alkoxy, with the provisos that at least one of the radicals R3, R4, R5, R6 and R7 is other than hydrogen and that, if R1 and R2 are methyl, R3 and R6 are not methyl, and mixtures of such compounds with &agr;-hydroxy ketones, benzophenones and &agr;-amino ketones, are suitable as photoinitiators.
Type:
Grant
Filed:
January 20, 1998
Date of Patent:
September 4, 2001
Assignee:
Ciba Specialty Chemicals Corp.
Inventors:
David George Leppard, Manfred Köhler, Andreas Valet
Abstract: Composition comprising (a) catalytic amounts of a one-component catalyst for metathesis polymerization and (b) at least one polymer with strained cycloalkenylene radicals bonded in the polymer backbone, alone or as a mixture with strained cycloolefins. The composition can be polymerized thermally or photochemically by metathesis polymerization and is suitable for the production of shaped articles, coatings and relief images. The catalyst is selected from Ruthenium and Osmium compounds.
Type:
Grant
Filed:
July 31, 1997
Date of Patent:
August 28, 2001
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Andreas Mühlebach, Andreas Hafner, Paul Adriaan Van Der Schaaf
Abstract: A solventless polymerizable composition comprising
(a) at least one strained cycloolefin that is liquid or is meltable without decomposition, and
(b) a catalytic amount of at least one compound of formula I or Ia or a mixture of compounds of formula I and Ia
wherein
Me is ruthenium or osmium;
T1 and T2 are each independently of the other a tertiary phosphine or T1 and T2 together form a ditertiary diphosphine;
T3 is hydrogen, C1-C12alkyl; C3-C8cycloalkyl, C3-C7heterocycloalkyl having one or two hetero atoms selected from the group —O—, —S— and —N—, C6-C14aryl, or C4-C15heteroaryl having from one to three hetero atoms selected from the group —O—, —S— and —N—, which are unsubstituted or substituted by C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C6-C10aryl, C6-C10aryloxy, —NO2 or by halogen;
T4 is C6-C16arene or C4-C15heteroarene each of which is unsubstituted or substituted by from one to three C1-C4alkyl, C1-C4ha
Type:
Grant
Filed:
April 13, 1998
Date of Patent:
August 21, 2001
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Andreas Hafner, Paul Adriaan Van Der Schaaf, Andreas Mühlebach
Abstract: The invention relates to organic compounds having a molecular weight of less than 1000 comprising at lease one structural unit of the formula (I)
in which R1 is an aromatic or heteroaromatic radical which is capable of absorbing light in the wavelength range from 200 to 650 nm and in doing so brings about cleavage of the adjacent carbon-nitrogen bond.
The compounds represent photoinitiators for base-catalysable reactions. Other subjects of the invention are base-polymerizable or crosslinkable compositions comprising compounds having a structural unit of the formula I, a method of implementing photochemically induced, base-catalysed reactions, and the use of the compounds as photoinitiators for base-catalysed reactions.
Type:
Grant
Filed:
January 15, 1998
Date of Patent:
August 21, 2001
Assignee:
Ciba Specialty Chemicals Corp.
Inventors:
Véronique Hall-Goulle, Sean Colm Turner
Abstract: Hindered amines substituted on the N-atom with an —O—E—OH moiety are particularly effective in stabilizing polyolefin and automotive coating compositions against the deleterious effects of oxidative, thermal and actinic radiation where the presence of the OH group on the compounds adds important properties not attainable by the use of normal —O—E moieties.
Type:
Grant
Filed:
February 25, 1999
Date of Patent:
August 7, 2001
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
James P. Galbo, Gerald A. Capocci, Nancy N. Cliff, Robert E. Detlefsen, Michael P. DiFazio, Ramanathan Ravichandran, Peter Solera
Abstract: Adhesive compositions are rendered stable against degradation caused by ultraviolet light through the incorporation of a highly soluble, photostable benzotriazole UV absorber which is substituted in the ortho position of the hydroxyphenyl ring by &agr;-cumyl or phenyl. Examples of such compounds are 2-(2-hydroxy-3-&agr;-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 5-chloro-2-(2-hydroxy-3-&agr;-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 5-fluoro-2-(2-hydroxy-3-&agr;-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 2-(2-hydroxy-3-&agr;-cumyl-5-tert-butylphenyl)-2H-benzotriazole, 5-chloro-2-(2-hydroxy-3-&agr;-cumyl-5-tert-butylphenyl)-2H-benzotriazole and 5-fluoro-2-(2-hydroxy-3-&agr;-cumyl-5-tert-butylphenyl)-2H-benzotriazole. These compounds exhibit excellent photostability and are highly soluble in adhesive formulations.
Type:
Grant
Filed:
May 3, 1999
Date of Patent:
July 31, 2001
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Walter Renz, Joseph Suhadolnik, Mervin Gale Wood, Jr., Ramanathan Ravichandran, Revathi Iyengar, Luther A. R. Hall
Abstract: Compounds of formula I, II and III, wherein
wherein R1 is for example hydrogen, C1-C12alkyl, C3-C30cycloalkyl, C2-C12alkenyl, C4-C8cycloalkenyl, phenyl, which is unsubstituted or substituted, naphthyl, anthracyl or phenanthryl, unsubstituted or substituted, heteroaryl radical which is unsubstituted or substituted; wherein all radicals R1 with the exception of hydrogen can additionally be substituted by a group having a —O—C-bond or a —O—Si-bond which cleaves upon the action of an acid; R′1 is for example phenylene, naphthylene, diphenylene or oxydiphenylene, wherein these radicals are unsubstituted or substituted; R2 is halogen or C1-C10haloalkyl; R3 is for example C1-C18alkylsulfonyl, phenylsulfonyl, naphthylsulfonyl, anthracylsulfonyl or phenanthrylsulfonyl, wherein the groups are unsubstituted or substituted, or R3 is e.g.